2-Pyrimidineacetic Acid → (S)-1-(4-(3-cyclobutoxy-4-methoxyphenyl)-2-(4-fluorobenzyl)piperazin-1-yl)-2-(pyrimidin-2-yl)ethanone

HRID 1423203Notes

Reaction equation

HRID 1423203 reaction equation
[CH:1]1([O:5][C:6]2[CH:7]=[C:8]([N:14]3[CH2:19][CH2:18][NH:17][C@@H:16]([CH2:20][C:21]4[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=4)[CH2:15]3)[CH:9]=[CH:10][C:11]=2[O:12][CH3:13])[CH2:4][CH2:3][CH2:2]1.[N:28]1[CH:33]=[CH:32][CH:31]=[N:30][C:29]=1[CH2:34][C:35](O)=[O:36]>>[CH:1]1([O:5][C:6]2[CH:7]=[C:8]([N:14]3[CH2:19][CH2:18][N:17]([C:35](=[O:36])[CH2:34][C:29]4[N:30]=[CH:31][CH:32]=[CH:33][N:28]=4)[C@@H:16]([CH2:20][C:21]4[CH:22]=[CH:23][C:24]([F:27])=[CH:25][CH:26]=4)[CH2:15]3)[CH:9]=[CH:10][C:11]=2[O:12][CH3:13])[CH2:2][CH2:3][CH2:4]1

Participants

3

Reactant 2

HCID 123670982-Pyrimidineacetic AcidHCID 58189210(S)-1-(3-cyclobutoxy-4-methoxyphenyl)-3-(4-fluorobenzyl)piperazine

Product 1

HCID 58189061(S)-1-(4-(3-cyclobutoxy-4-methoxyphenyl)-2-(4-fluorobenzyl)piperazin-1-yl)-2-(pyrimidin-2-yl)ethanoneYield 81%

Procedure

Prepared by the method outlined for Example 189 using (S)-1-(3-cyclobutoxy-4-methoxyphenyl)-3-(4-fluorobenzyl)piperazine and 2-(pyrimidin-2-yl)acetic acid as starting materials. Product was obtained as a colorless solid (81%). LC/MS 3.59 min, [M+1]+ 491.

Workup

  1. customPrepared by the method

Sources & evidence

ORD record
ord-45b534e34244493bbd767568df985d37
Source dataset
uspto-grants-2015_01
Patent number
US08927546B2

Reaction notes

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